EFFECT OF THE SOLVENT NATURE ON THE COURSE OF QUATERNIZATION OF 3,5-DIETHOXYCARBONYL-2,6-DIMETHYL-4-(3-PYRIDYL)-1,4-DIHYDROPYRIDINE

Authors

  • К. Паюсте Latvian Institute of Organic Synthesis
  • М. Гостева Latvian Institute of Organic Synthesis
  • Д. Калдре Latvian Institute of Organic Synthesis
  • М. Плотниеце Latvian Institute of Organic Synthesis
  • Б. Чекавичус Latvian Institute of Organic Synthesis
  • А. Соболев Latvian Institute of Organic Synthesis
  • А. Прикшане University of Latvia
  • Г. Тирзитис Latvian Institute of Organic Synthesis
  • Г. Дубурс Latvian Institute of Organic Synthesis
  • А. Плотниеце Latvian Institute of Organic Synthesis

DOI:

https://doi.org/10.1007/1518

Keywords:

acetone, acetonitrile, 2-butanone, 1, 4-dihydropyridines, pyridinium derivatives, quaternization of pyridine

Abstract

The effect of the solvent nature and temperature on the quaternization of 3,5-diethoxycarbonyl-2,6-dimethyl-
4-(3-pyridyl)-1,4-dihydropyridine by lipophilic alkyl bromides has been investigated. By comparison of the solvent effect (acetone, acetonitrile, and 2-butanone) on the alkylation of the pyridine fragment of 3,5-diethoxycarbonyl-2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine it was established that conducting the reaction in acetonitrile at 81°C is the most optimal.

Authors: K. Pajuste, M. Gosteva, D. Kaldre, M. Plotniece,
B. Cekavicus, A. Sobolev, A. Priksane,
G. Tirzitis, G. Duburs, and A. Plotniece

English Translation in Chemistry of Heterocyclic Compounds, 2011, 47 (5), pp 597-601

http://link.springer.com/article/10.1007/s10593-011-0803-3

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Published

2014-01-22

Issue

No. 5 (2011)

Section

Original Papers